Restaurants in Ridgefield, CT

Ridgefield is a sweet, beautiful little town with some pretty sweet restaurants. Nothing fancy, mind you, unless you consider the Cake Box’s artisan old-school cupcakes (replicating Hostess, but with precious ingredients) fancy. Its downtown features a long-lived hot dog cart named Chez Lenard, and along Route 7, which bypasses the village, is the Ridgefield Ice Cream shop, churning what may be the best soft-serve ice cream anywhere (using vintage Carvel equipment that delivers a dense, creamy product as smooth as silk). Also on Route 7 is the Wooster Hollow Diner, which is several cuts above ordinary diners with its menu of deluxe Benedicts and avocado caprese toast for breakfast and lunch of bacon-egg-cheese Brazilian burgers and Cajun shrimp pineapple wrap. Just down the road in Redding, the place locals love is called the Whistle Stop, located in the old Branchville train station and specializing in broad-topped muffins.

Ridgefield’s Most Famous Dishes

Burger on a tender bun with lettuce, tomato, onion, and mayo ... car hop service

Grilled Hamburger

Bakery shelf holds rows of cupcakes.


hot dog with hot mustard and relish

Classic Hot Dogs

Chili Dog

Ridgefield’s Best Restaurants

Ridgefield Ice Cream Shop - Chocolate Soft Serve
Ridgefield Ice Cream Shop


Cake Box


Prime Burger


Wooster Hollow Diner


Chez Lenard - Supreme Hot Dog
Chez Lenard


Ridgefield Articles & Guides

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